WO1996003370A1 - Composition pour adoucissant liquide et sel d'ammonium quaternaire - Google Patents

Composition pour adoucissant liquide et sel d'ammonium quaternaire Download PDF

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Publication number
WO1996003370A1
WO1996003370A1 PCT/JP1995/001498 JP9501498W WO9603370A1 WO 1996003370 A1 WO1996003370 A1 WO 1996003370A1 JP 9501498 W JP9501498 W JP 9501498W WO 9603370 A1 WO9603370 A1 WO 9603370A1
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WIPO (PCT)
Prior art keywords
group
component
carbon atoms
ammonium salt
general formula
Prior art date
Application number
PCT/JP1995/001498
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English (en)
Japanese (ja)
Inventor
Yuushi Sakata
Junichi Inokoshi
Osamu Tachizawa
Tohru Katoh
Uichirou Nishimoto
Yasuki Ohtawa
Akira Sakaguchi
Kohshiroh Sotoya
Noriko Yamaguchi
Original Assignee
Kao Corporation
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
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Publication date
Priority claimed from JP02819695A external-priority patent/JP3502684B2/ja
Application filed by Kao Corporation filed Critical Kao Corporation
Priority to EP95926513A priority Critical patent/EP0721936B1/fr
Priority to US08/619,644 priority patent/US5851982A/en
Priority to DE69528883T priority patent/DE69528883T2/de
Publication of WO1996003370A1 publication Critical patent/WO1996003370A1/fr

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38—Cationic compounds
    • C11D1/62—Quaternary ammonium compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C229/04—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
    • C07C229/06—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton
    • C07C229/10—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton the nitrogen atom of the amino group being further bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings
    • C07C229/12—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton the nitrogen atom of the amino group being further bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings to carbon atoms of acyclic carbon skeletons
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005—Other compounding ingredients characterised by their effect
    • C11D3/001—Softening compositions
    • C11D3/0015—Softening compositions liquid
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
    • D06M13/46—Compounds containing quaternary nitrogen atoms
    • D06M13/463—Compounds containing quaternary nitrogen atoms derived from monoamines
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
    • D06M2200/50—Modified hand or grip properties; Softening compositions

Definitions

  • the present invention provides excellent flexibility and elasticity (average feeling) to various kinds of fibers, and provides storage stability.
  • products marketed as household softeners are generally composed of di (hardened tallow alkyl) dimethylammonium chloride as a main component.
  • di (hardened tallow alkyl) dimethylammonium chloride as a main component.
  • the quaternary ammonium salt exerts a good softening effect on various textiles with a small amount.
  • the above-mentioned quaternary ammonium salt has a high softening effect, if it is treated at a high concentration in order to obtain a higher softening effect, the elasticity of cotton, in particular, may be reduced, and the texture may be impaired.
  • the softener composition using the above-mentioned quaternary ammonium salt may easily become viscous, gel, or separate due to its physicochemical properties when stored for a long period of time. .
  • No. 62872 discloses a softener composition using an ester group-containing quaternary ammonium salt having good viscosity stability during high-temperature storage.
  • the soft finish containing these quaternary ammonium salts has a softness, storage stability and water absorbency (fibers treated with a soft finish having poor water absorbency tend to repel water, In terms of usability).
  • Et al is, DE - A 3 5 2 7 9 7 4 DOO trimethyl 4 pole en ⁇ Niumu C 1 carboxylic acid 0 - 3.
  • Alkyl esters and their ethylene oxide additives are disclosed for hair protection.
  • EP-A 298,065 discloses C-,,-alkyl esters of trimethyl quaternary ammonium carboxylic acid for use in the prevention of sexually transmitted diseases.
  • An object of the present invention is to provide a liquid soft finish composition that exhibits satisfactory performance in terms of soft performance, storage stability and water absorption, has excellent biodegradability, and is friendly to the natural environment. .
  • the present invention provides a quaternary ammonium salt, a method for producing a quaternary ammonium salt, and a liquid softener composition containing the same.
  • the quaternary ammonium salt is represented by the general formula (7-I-12).
  • R 1 ' 2. ⁇ R 1 ⁇ : a linear or branched alkyl group having 36 to 44 carbon atoms or
  • R 2, R 3 , R 4 the same or different, and an alkyl group having 1 to 5 nitrogen atoms or
  • Y represents a straight or branched alkylene group having 2 to 4 carbon atoms.
  • m a number from 0 to 20 indicating the average number of moles of alkylene oxide added
  • n Indicates an integer of 1 to 6.
  • X- represents an anionic group.
  • the quaternary ammonium salt of the present invention is preferably (1)
  • (1) is a quaternary ammonium salt represented by the general formula (111-II), and preferably a quaternary ammonium ia represented by the general formula (111-111).
  • R 1 " 2 a linear or branched alkyl or alkenyl group having 36 to 44 carbon atoms Show. Preferably, it is an alkyl group.
  • (2) is a YO addition 4 ⁇ salt
  • m is a number of 1 to 20 indicating an average addition mole number of the alkylene oxide, a formula (7-I-12), that is, a formula ( It is a quaternary ammonium salt represented by 2-I).
  • the preferred compound of (2) is represented by the general formula (7-1-1), wherein m is a number from 1 to 20 indicating the average number of moles of alkylene oxide added. Or, it is represented by the following formula (2-I-1).
  • the composition of the present invention contains the following component (7-A) and water; — A) A liquid softener composition having a component content of 3 to 40% by weight in the composition, wherein the component (7—A) is a quaternary ammonium represented by the general formula (7—I). Salt.
  • R 1 represents a linear or branched alkyl or alkenyl group having 20 to 44 carbon atoms.
  • R ⁇ 2 >, R ⁇ 3 > .R ⁇ The same or different, and represents an alkyl group or a hydroxyalkyl group having 1 to 5 carbon atoms.
  • Y represents a linear or branched alkylene group having 2 to 4 carbon atoms.
  • m a number from 0 to 20 indicating the average number of moles of alkylene oxide added.
  • n represents an integer of 1 to 6.
  • X- represents an anionic group.
  • composition containing the fourth ammonium salt (1) and water is a composition containing (11-A) wherein m is 0 and R 1 is alkyl in (7-A), and water.
  • the R 1 group is a straight-chain or branched alkyl group having 28 to 44 carbon atoms.
  • the (111A) component is a quaternary ammonium salt represented by the general formula (111-111). 17 CH 3 ⁇ X-
  • the component (11-B) contains a straight-chain or branched-chain saturated or unsaturated alcohol having 8 to 44 carbon atoms, and the content of the component (1-1B) is (11-A). ⁇ 110 wt. Or less based on the weight of the composition of the composition containing ammonium salt (4) and water in (4).
  • m represents the average number of moles of alkylene oxide added.
  • a composition comprising (2-A) having a number of up to 20 and water.
  • the R 1 group has the formula —CH 2 —CH— (CH 2 ) CH 3 (wherein ,
  • a linear or branched carbon It contains the saturated or unsaturated alcohol of Formulas 8 to 44, and the content of the component (2-B) is 110% by weight or less based on the weight of the component (2-A).
  • the present invention provides a composition of a quaternary ammonium salt and a glyceride to which an alkylene oxide is added or an amide compound to which an alkylene oxide is added.
  • composition of the ammonium salt and the daliceride to which the alkylene oxide is added contains the following components (3-A) and (3-B), and the mixing ratio of these components is expressed by weight.
  • (3—A) component] Z [(3 ⁇ B) component] 21 to 19.
  • a compound represented by the following general formula (3-I) (hereinafter, referred to as compound (3-I)), a compound represented by the following general formula (3--) (hereinafter, referred to as compound (3-II))
  • a compound represented by the following general formula (3-III) (hereinafter, referred to as compound (3-III)) and a compound represented by the following general formula (3-IV) (hereinafter, compound (3-IV) )))
  • a 1 , A 2 , A 3 RCO group or H atom.
  • a 1 group, A 2 groups, and one of A 3 group is RCO group and the other two are H atoms.
  • the R group is a linear or branched alkyl group having 7 to 23 carbon atoms or an alkenyl group.
  • Q represents an alkylene group having 2 to 3 carbon atoms, and an alkylene group having 2 carbon atoms and an alkylene group having 3 carbon atoms may be mixed.
  • a, b. c a number greater than or equal to 0, and a + b + c is 1 to 50 as an average value. ;
  • B 3 R0 group or H atom.
  • B 1 group, B 2 group, two of B 3 group is RC0 group, the other one is H atom.
  • the R group has the above-mentioned meaning.
  • D 1 , D 2 .D 3 represents an RCO group.
  • the R group has the above-mentioned meaning
  • R 1 represents a linear or branched alkyl or alkenyl group having 20 to 20 carbon atoms.
  • R 2 , R 3 , R 4 the same or different, and represents an alkyl group or a hydroxyalkyl group having 1 to 5 carbon atoms.
  • Z represents an alkylene group having 2 to 3 carbon atoms, and the alkylene group having 2 carbon atoms and the alkylene group having 3 carbon atoms may be mixed.
  • -lo rn Indicates a number from 0 to 20.
  • n Indicates a number from 1 to 6.
  • X- represents an anionic group.
  • the R group is an alkyl group derived from palm oil fatty acid, an alkyl group derived from palm kernel oil fatty acid, an alkyl group derived from balm oil fatty acid, At least one selected from the group consisting of an alkyl group derived from palm stearate, an alkyl group derived from hardened palm stearate, an alkyl group derived from tallow fatty acid, and an alkyl group derived from hardened tallow fatty acid; or In the general formulas (3-I) to (3-III)), the R group is an alkyl group derived from tallow fatty acid, an alkyl group derived from hardened tallow fatty acid, an alkyl group derived from palm stearate, and a cured palm stearate. At least one member selected from the group consisting of acid-derived alkyl groups.
  • the component (3-B) is a quaternary ammonium salt represented by the general formula (3-V-1).
  • the total amount of the component (3—A) and the component (3—B) is 3 to 40% by weight in the composition. Or, it contains a saturated or unsaturated alcohol having 8 to 44 carbon atoms in the branched chain, and the content of the (3-C) component is 110% by weight or less based on the weight of the (3-B) component.
  • the composition containing the amide compound to which the quaternary ammonium salt and the alkylene oxide are added contains the following components (4-1A) and (4-1B), and the mixing ratio of these components is by weight.
  • R ° represents a linear or branched alkyl or alkenyl group having 7 to 23 carbon atoms.
  • R 1 represents a straight-chain or branched-chain alkyl or alkenyl group having 20 to 44 carbon atoms.
  • R 2 , R 3 , R 4 the same or different, and represents an alkyl group or a hydroxyalkyl group having 1 to 5 carbon atoms.
  • Z represents an alkylene group having 2 to 3 carbon atoms, and the alkylene group having 2 carbon atoms and the alkylene group having 3 carbon atoms may be mixed.
  • m represents a number from 0 to 20.
  • n Indicates a number from 1 to 6.
  • the R fl group is an alkyl group derived from a coconut oil fatty acid, or an alkyl group derived from a palm kernel oil fatty acid.
  • An alkyl group derived from balm oil fatty acid, an alkyl group derived from palm stearate, an alkyl group derived from hardened palm stearate, an alkyl group derived from tallow fatty acid, and an alkyl group derived from hardened tallow fatty acid There is at least one more selected.
  • the (4-1B) component is a quaternary ammonium salt represented by the general formula (4-1II-11).
  • the total blending amount of the component (4-1A) and the component (4-1B) is 3 to 40% by weight in the composition.
  • the component (4-1C) a linear or branched chain Contains saturated or unsaturated alcohols having 8 to 44 carbon atoms, and the content of the (4-1C) component is the weight of the (4-1B) component 110% by weight or less based on the weight.
  • the present invention also provides methods (5) and (6) for producing a quaternary ammonium salt.
  • Production method (5) has the general formula (5 - I) - (CH 2) .C00R 1 - X "(5 - I)
  • R 1 represents a linear or branched alkyl group or alkenyl group having 20 to 44 carbon atoms
  • R 2 , R 3 and R are the same or different and have 1 to 5 carbon atoms or an alkyl group.
  • a method for producing a quaternary ammonium salt represented by the following formula, by reacting a corresponding tertiary amine with a quaternizing agent comprises:
  • G group Indicates the residue from which all alcoholic hydroxyl groups have been removed from the starting polyhydric alcohol.
  • Each of the carbon atoms to which the hydroxyl group removed from the starting polyhydric alcohol is bonded is a group that bonds to the G group.
  • the A group represents an alkylene group having 2 to 4 carbon atoms
  • the R group is a linear or branched chain.
  • m and n are each a number from 0 to 100 representing an average addition mole number of the alkylene oxide.
  • m + n A's may be the same or different.
  • p + q + ⁇ + S represents the total number of alcoholic hydroxyl groups in the starting polyhydric alcohol.
  • p + q and r + s indicate numbers other than 0. ]
  • a method for producing a quaternary ammonium salt which comprises reacting in the presence of a polyhydric alcohol ester represented by the formula:
  • the polyhydric alcohol ester represented by the general formula (5-II) is at least one selected from the group consisting of the following (a), (b) and (c).
  • Pentaerythritol'fatty acid ester (provided that it is an ester having at least one hydroxyl group) and its alkylene oxide (provided that the alkylene oxide has 2 to 3 carbon atoms).
  • Sorbitan 'fatty acid ester (provided that it is an ester having at least one hydroxyl group) and its alkylene oxide (provided that it is an alkylene oxide having 2 to 3 carbon atoms).
  • addition ft of the polyhydric alcohol ester represented by the general formula (5-II) is preferably 1 to 50% by weight i% of the total weight of the reactants.
  • the production method (6) is based on the general formula (6-I) R 2
  • R 1 represents a linear or branched alkyl group or alkenyl group having 20 to 44 carbon atoms
  • R 2 , R 3 and R may be the same or different and have 1 to 5 carbon atoms or an alkyl group.
  • R s represents a straight-chain or branched alkyl or alkenyl group of 7-35 carbon atoms
  • a 1 and A 2 represents an alkylene group having 2-4 carbon atoms the same or different
  • n and m represents the number-average addition mole number of the alkylene oxide, and is the same or different and represents a number such that n + m is 0 to 4.
  • n A 1 and m A 2 are the same or different. Is also good.
  • a method for producing a quaternary ammonium salt comprising reacting in the presence of a compound represented by the formula:
  • R 5 C0- a fatty acid residue of the group is derived from natural fats and oils, n and m are 0, or the general formula (6 - II) a compound represented by was against the total weight reactants 1-50 % By weight.
  • Invention (1) is a liquid flexible finish composition comprising the following (11A) component and water, wherein the content of the (11A) component is 3 to 40% by weight in the composition. Is provided.
  • R 1 represents a linear or branched alkyl or alkenyl group having 20 to 44 carbon atoms.
  • R 2 , 3 and R 4 are the same or different and represent an alkyl group having 1 to 5 carbon atoms or a hydroxyalkyl group.
  • ⁇ Indicates a number from 1 to 6.
  • X- represents an anionic group.
  • a quaternary ammonium salt represented by the general formula (111) (hereinafter abbreviated as a quaternary ammonium salt (111)) is used as the (111A) component.
  • the ⁇ - group represents an anion group.
  • the anion group include a halogen anion group (C1-, Br—, etc.) and an alkylsulfone anion group having 1 to 5 carbon atoms (CH 3 S0 , One one
  • the R 1 group is preferably a straight-chain or branched-chain alkyl group having 28 to 44 carbon atoms, more preferably from the viewpoint of imparting flexibility. Or a linear or branched alkyl group having 36 to 44 carbon atoms.
  • Examples of the quaternary ammonium salt corresponding to the quaternary ammonium salt represented by the general formula (111) include the following.
  • an alkyl ester of trimethylglycine ammonium tetrasalt is preferable.
  • the quaternary ammonium salt (111) is produced, for example, by the following production methods 111 and 112, but the present invention is not limited by these production conditions.
  • R 1 .R 2 , R 3 .n The meaning is as described above.
  • R 5 represents an alkyl group having 1 to 5 carbon atoms.
  • Y represents a halogen atom.
  • a halocarboxylic acid (111) is reacted with a higher alcohol (111) to obtain a halocarboxylic acid ester (111).
  • examples of the halocarboxylic acid (111) include those represented by the following formula, and are preferably monochloroenzymatic acids.
  • examples of higher alcohols (110) include those represented by the following formulas. These may be used alone or as a mixture, and are preferably 2-hexadecyl eicosyl alcohol.
  • the halocarboxylic acid ester (111-IV) thus obtained is reacted with a secondary amine (111-V).
  • secondary amines (11V) include dimethylamine, getylamine, diethanolamine, methylethanolamine, jib mouth vilamin, and di (isobromo) amine. And dibutylamine, and preferably dimethylamine and getylamine.
  • the esteramine (11-V10) thus obtained is reacted with a quaternizing agent (1-VIII).
  • a quaternizing agent (1-VIII) examples include alkyl halides (methyl chloride, Methyl bromide, etc.), dialkylsulfuric acid (the alkyl group has 1 to 5 carbon atoms) and the like, preferably methyl chloride and dimethyl sulfate.
  • esteramine (1-1VII) and the quaternizing agent (1-1VIII) are carried out in the presence of a solvent such as isopropanol, ethanol, and acetate.
  • a solvent such as isopropanol, ethanol, and acetate.
  • the molar ratio of [Esteramine (1-1VII)] / [quaternizing agent (1-1Vni)] is preferably 0.8 to 1.5, and the reaction temperature is preferably 80 to 120.
  • the quaternary ammonium salt (IX) thus obtained can be exchanged for its counter ion, if necessary, to obtain the quaternary ammonium salt (111) of the present invention.
  • the halocarboxylic acid ester (111-IV) is reacted with the tertiary amine (111-X).
  • a solvent such as isopropanol, ethanol, and acetone can be used without a solvent or if necessary.
  • the reaction temperature is preferably from 80 to 160.
  • the quaternary ammonium salt (111-XI) thus obtained can exchange its counter ion as needed to obtain the quaternary ammonium salt (111) of the invention (1). .
  • Invention (2) contains the following component (2-A) and water, and contains component (2-A)! : 3 to 40% by weight of the composition.
  • (2-A) component a quaternary ammonium represented by the general formula (2-1)
  • R 1 represents a linear or branched alkyl or alkenyl group having 20 to 44 carbon atoms.
  • R 2 represents an alkyl group having 1 to 5 carbon atoms or a hydroxyalkyl group.
  • Y represents a linear or branched alkylene group having 2 to 4 carbon atoms.
  • m a number from 1 to 20 indicating the average number of moles of alkylene oxide added.
  • n represents an integer of 1 to 6.
  • X- represents an anionic group.
  • the ⁇ - group represents an anion group.
  • the anion group include a halogen anion group (ci-, Br-, etc.) and an alkylsulfone anion group having 1 to 5 carbon atoms (CH 3 S0 , C 2 H s S0 4 - , C 3 H 7 S0 4 - , etc.) and the like.
  • the quaternary ammonium salt (2-1) is exemplified as follows.
  • R 1 is a linear or branched alkyl or alkenyl group having 28 to 44 carbon atoms and Y is an ethylene group.
  • Y is an ethylene group.
  • R 1 group has the formula -CH 2 -CH- (CH 2) P -CH 3 (wherein, P is 9 to 21
  • R 2 , R 3 and are preferably methyl groups, and n is preferably 1. Further, m is preferably 1 to 8, and 2 to 5 is particularly preferable.
  • quaternary ammonium salt (2-1) is a quaternary ammonium salt represented by the following general formula (2-1-1). -CH 3 ⁇ X "
  • Examples of the quaternary ammonium salt corresponding to the quaternary ammonium salt represented by the general formula (2-1-1) include the following. CH 3 ⁇ Cl "
  • the quaternary ammonium salt represented by (2-I-1) is a new compound R 3 - N- (CH 2) n -C00- ⁇ Y0 ⁇ R 1 - 2 - X "(2 - 1 - 2)
  • the quaternary ammonium salt (2-1) is produced, for example, by the following production methods 2-1 and 2-2, but the present invention is not limited by these production conditions.
  • RR 2 , R 3 , Y, n, m Means as described above.
  • R 5 represents an alkyl group having 1 to 5 carbon atoms.
  • Z represents a halogen atom.
  • R 5 A group represented by - halogen ion or R 5 S0 4: W scratch. However R 5 have the same meanings as defined above. ]
  • a halocarboxylic acid (2-II) is reacted with an alkylene oxide adduct of a higher alcohol (2-III) to obtain a halocarboxylic acid ester (2-IV).
  • examples of the halocarboxylic acid (2-II) include those represented by the following formula, and are preferably monochloroacetic acid.
  • alkylene oxide adducts of higher alcohols are as follows: These may be used alone or as a mixture, but are preferably alkylene oxide adducts of 2-hexadecyl eicosyl alcohol, particularly ethylene oxide adducts.
  • the charged amounts of the halocarboxylic acid (2-II) and the alkylenoxide adduct of the higher alcohol (2-III) were determined by the molar ratio of [halocarboxylic acid (2- ⁇ )] / [higher alcohol
  • the alkylene oxide adduct (2-—)] is preferably 0.8 to 1.5, the reaction temperature is preferably 120 to 160, and the reaction time is preferably 2 to 10 hours.
  • the halocarboxylic acid ester (2-IV) thus obtained is reacted with a secondary amine (2-V).
  • the second amine (2-V) include dimethylamine, getylamine, diethanolamine, methylethanolamine, jib-mouth pyramim, and di (isopropyl) amine.
  • Esteramine (2-VII) thus obtained is converted to a quaternizing agent.
  • Examples of the quaternizing agent (2-VIII) include alkyl halides (methyl chloride, methyl bromide, etc.), dialkyl sulfates (the alkyl group has 1 to 5 carbon atoms), and preferably methyl chloride. Dimethyl sulfate.
  • the reaction between the esteramine (2-VII) and the quaternizing agent (2-VIII) is carried out in the presence of a solvent such as isopropanol, ethanol, and acetate. It is.
  • the quaternary ammonium salt (2-IX) thus obtained exchanges its counter ion if necessary, and is replaced by the quaternary ammonium salt of the present invention.
  • R 3. R 4. Y. n, in, ⁇ : Means as described above.
  • the halocarboxylic acid ester (2-IV) is reacted with the tertiary amine (2-X).
  • This reaction can be carried out without solvent or, if necessary, a solvent such as isolobanol, ethanol, or acetone.
  • the quaternary ammonium salt (2-XI) thus obtained can be exchanged for its counter ion, if necessary, to obtain the quaternary ammonium salt (2-1) of the invention (2). .
  • the softener composition (1) of the present invention contains the component (11A) in an amount of 3 to 40% by weight, preferably 5 to 30% by weight, more preferably 10 to 30% by weight, and the balance being the balance. Water.
  • the amount of the quaternary ammonium salt (111) is less than 3% by weight, the desired softening effect of the present invention cannot be obtained.
  • the amount exceeds 40% by weight the viscosity of the composition increases and Drilling performance is poor.
  • a straight or branched chain saturated or unsaturated alcohol having 8 to 44 carbon atoms is further blended as the (11B) component. can do.
  • the amount of the component (11B) is 110 weight or less, preferably 1 to 100 weight, based on the component (11A).
  • Examples of the straight or branched chain saturated or unsaturated alcohol having 8 to 44 carbon atoms of the (1-1B) component include the following.
  • the number of carbon atoms in the straight or branched chain is 8 ⁇ 36 saturated or unsaturated fatty acids ((1-1C) component) can be blended.
  • the amount of the (1-1C) component in the composition (1) of the present invention is 100% by weight or less, preferably 0.5 to 50% by weight, based on the weight of the (1-1A) component.
  • Examples of the (11C) component fatty acids used herein include stearic acid, palmitic acid, myristic acid, lauric acid, cabric acid, cabrylic acid, oleic acid, isostearic acid, and Fatty acids having an alkyl composition derived from natural fats and oils such as coconut oil, palm oil, beef tallow, rapeseed oil, fish oil and the like.
  • the composition (1) of the present invention contains a monohydric alcohol having 1 to 4 carbon atoms (the (1-1D) component) in order to adjust the viscosity of the composition and improve the storage stability (eg, prevention of gelling). You can do it.
  • the amount of the (1-1D) component in the composition (1) of the present invention is not more than 60% by weight, preferably 5 to 50% by weight, more preferably 10 to 10% by weight, based on the weight of the (1-1A) component. It weighs 45.
  • Examples of the monohydric alcohol having 1 to 4 carbon atoms of the (1-1D) component include methyl alcohol, ethyl alcohol, propyl alcohol, isopropyl alcohol, and butyl alcohol.
  • composition (1) of the present invention contains, as a softener base, a known cation compound (such as a quaternary ammonium salt or an imidazolinium salt), an ester or an amide, or two or more of these. Mixtures can be formulated.
  • a known cation compound such as a quaternary ammonium salt or an imidazolinium salt
  • an ester or an amide or two or more of these.
  • Mixtures can be formulated.
  • the following general formula (1-1 XXI) examples thereof include quaternary ammonium salts and compounds represented by the following general formulas (1-1XXII-1 :) to (1-XXII-8).
  • R 11 represents an alkyl or hydroxyalkyl group having 1 to 4 carbon atoms, AA 2.
  • a 3 the same or different, and each represents a hydrogen atom or R 12 C0- (where!? 12 is a straight or branched chain Represents an alkyl or alkenyl group having 7 to 35 carbon atoms). However Of AA 2 and A 3, at least D is R 12 C0- (wherein R 12 is as defined above) is a group represented by.
  • Q- represents an anionic group.
  • Examples of (1) include halogen ions such as CI- and Br ", and alkylsulfate groups having a prime number of 1 to 5.
  • Q- in the quaternary ammonium salt represented by the general formula (111) is the same as ⁇ - in the quaternary ammonium salt (111) used simultaneously. Or they may be different.
  • the concentration of the component (11) in the softener composition (1) of the present invention When the concentration of the component (11) in the softener composition (1) of the present invention is high, the composition tends to become viscous during storage. In order to suppress the tendency to increase the viscosity, a compound having three or more active hydrogens is added with ethylene oxide and, if necessary, propylene oxide and ⁇ or trimethylenoxide, resulting in a weight average molecular weight of 5,000 to 2,000. A polyether compound or a derivative thereof, wherein the proportion of the oxoshethylene group portion in the molecular weight is at least 55% by weight (the component (11)) Is preferred.
  • Examples of the compound having three or more active hydrogens as a starting material for obtaining the (1-E) component include the following.
  • polyhydric alcohols examples include trimethylol bromoquine, diethanolamine, triethanolamine, glycerin, pentaerythritol, sorbitol, sucrose, polyglycerin, polyvinyl alcohol, and vinyl polyacetate. Genides are exemplified.
  • polyhydric phenol examples include a phenol resin and a formalin condensate of an alkyl phenol.
  • the boriamin compound include ethylenediamine and polyethyleneimine such as ethylenetriamine, triethylenetetramine, tetraethylenepentamine, and pentaethylenehexamine.
  • partial amidated compounds and N-alkylated compounds which are derivatives of these polyamine compounds are also used as starting materials for obtaining the (1-1E) component if three or more active hydrogens remain. obtain.
  • the production of the component (11E) can be obtained by adding ethylene oxide and, if necessary, propylene oxide and / or trimethylene oxide to a compound having three or more active hydrogens by a usual method.
  • the (11E) component particularly, an adduct of ethylene oxide alone, a block adduct of ethylene oxide and propylene oxide, and a partially block adduct of ethylene oxide and propylene oxide Is preferred.
  • P0 propylene oxide
  • the (11A) component of the present composition (1) having a high concentration is It is preferable to suppress the tendency of thickening during storage.
  • the molecular weight of the (1-E) component is between 5,000 and 2,000,000, preferably in the range of 10,000 to 100.000.
  • the proportion of the oxyethylene group (EO chain) in the molecule is at least 55% by weight, preferably at least 80% by weight of the whole molecule i.
  • the proportion (total weight) of the oxshethylene group in the molecular weight of the component (11E) is not more than 55% by weight, the effect of suppressing the tendency to stick during storage of the soft finish composition is low.
  • the derivative of the polyether compound which is a component (1-E)
  • a bridge reaction product obtained by the reaction of the polyether compound with a compound having an isocyanate group, a sulfated terminal hydroxyl group of the polyether compound examples thereof include phosphorus oxides, carboxyalkylated compounds, fatty acid esterified compounds, and those obtained by cationizing some of the nitrogen atoms of the polyether compound. Among them, fatty acid esterified products and cationized products are particularly preferable.
  • the fatty acid used in the production of the fatty acid ester is preferably a fatty acid having 7 to 23 carbon atoms, but the number of double bonds and the presence or absence of a technique do not significantly affect the performance.
  • Examples of the cationized compound include a compound in which part of a nitrogen atom in a polyether compound is cationized using a dialkyl sulfate, an alkyl halide, or the like. And the like, and a cationized product obtained by neutralization.
  • the softener composition (1) of the present invention contains the component (11E) in an amount of 0.5 to 5% by weight, preferably 1 to 3% by weight, based on the total weight i of the composition.
  • the weight ratio of the (111E) component to the (111A) component ((111E) component) (the (111A) component) is 1Z100 to 1Z2.5, preferably 1Z50. ⁇ 1 Z5.
  • the total content of the (11A) component and the (11E) component is 4 to 45% by weight, preferably 11 to 39% by weight, more preferably 14 to 45% by weight based on the total weight of the composition. 32% by weight.
  • the amount of the (11E) component is within the above range, the softener composition (1) of the present invention exhibits the desired level of softness performance of the present invention, and at the same time, the viscosity during storage of the composition. The tendency is suppressed.
  • the composition (1) of the present invention may contain an inorganic electrolyte such as NaCl, CaCl 2 , MgCl 2 for adjusting the viscosity of the composition.
  • the blending amount of the inorganic fertilizer is 0 to 2% by weight in the composition, preferably 0.01 to 1.96.
  • the soft finish composition (1) of the present invention may further contain an acidic or alkaline substance for adjusting the pH of the composition.
  • an acidic or alkaline substance for adjusting the pH of the composition.
  • the softener composition (1) of the present invention has a high stability even when stored for a long period of time.
  • a nonionic surfactant such as alkenyl (C 12 -C 24 ) amine, or a hydroprobe such as ethylene glycol, propylene glycol, or urea, etc., is blended with the composition (1) of the present invention. May be.
  • composition (1) of the present invention contains a pigment or dye for improving its appearance, a silicone for defoaming at the time of rinsing, and a fragrance for improving taste at the time of use and after finishing. Can also be blended.
  • the softening agent composition (1) of the present invention provides sufficient flexibility, anti-band S property, and excellent elasticity to various fibers, and has a storage stability (gelation or storage after storage).
  • the soft finish base does not hydrolyze after storage) and water absorption is extremely good.
  • the softener composition (2) of the present invention contains the quaternary ammonium salt (2-1) of the component (2-A) in an amount of 3 to 40% by weight, preferably 5 to 30% by weight, more preferably 10 to 30% by weight. It contains 30% by weight and the balance is water.
  • the amount of quaternary ammonium salt (2-I) is less than 3% by weight, If the softening effect desired by the present invention cannot be obtained and exceeds 40% by weight, the viscosity of the composition increases and the handling property becomes poor.
  • a saturated or unsaturated alcohol having a linear or branched chain of 8 to 44 carbon atoms, which is a component (2-B), is preferable.
  • the amount of the component (2-B) is 110% by weight or less, and preferably 1 to 100% by weight, based on the component (2-A).
  • saturated or unsaturated alcohol having 8 to 44 carbon atoms in the straight chain or branched chain of the (2-B) component include the following.
  • the number of carbon atoms in the straight or branched chain is 8 Saturated or unsaturated fatty acids having up to 36 fatty acids (component (2-C)), preferably having 12 to 20 carbon atoms, more preferably having 14 to 18 carbon atoms.
  • the amount of the (2-C) component in the composition (2) of the present invention is 100% by weight or less, preferably 0.5 to 50% by weight, based on the weight of the (2-A) component. is there.
  • fatty acids of the (2-C) component used herein include stearic acid, palmitic acid, myristic acid, lauric acid, cabric acid, caprylic acid, oleic acid, isostearic acid, and coconut Fatty acids having an alkyl composition derived from natural fats and oils such as oil, palm oil, beef tallow, rapeseed oil, and fish oil. Preferred are hardened tallow fatty acids, stearate, and palmitate.
  • the composition (2) of the present invention contains a monohydric alcohol having 1 to 4 carbon atoms ((D) component) in order to improve viscosity adjustment and storage stability (eg, prevention of gelling) of the composition. You can do it.
  • the amount of the component (2—D) in the composition (2) of the present invention is 60 weight or less, preferably 5 to 50 weights, more preferably 5 to 50 weights, based on the weight of the component (2—A). 10-45% by weight.
  • Examples of the monohydric alcohol having 1 to 4 nitrogen atoms as the (2-D) component include methyl alcohol, ethyl alcohol, propyl alcohol, isopropyl alcohol, and butyl alcohol. It is preferably a monohydric alcohol having 2 to 3 carbon atoms.
  • Invention (3) contains the following (3-A) component and (3-B) component, and the mixing ratio of these components is heavy!
  • a compound represented by the following formula (3-I) (hereinafter referred to as compound (3-I)) and a compound represented by the following general formula (3-II) (hereinafter referred to as compound (3- ⁇ ) ),
  • a compound represented by the following general formula (3-III) (hereinafter, referred to as a compound (3-III)) and a compound represented by the following general formula (3-IV) (Hereinafter referred to as compound (3-IV)).
  • a 1 , A 2 , A 3 RCO group or H atom.
  • a 1 group, A 2 groups, and one of A 3 group is RCO group and the other two are H atoms.
  • the R group represents a straight-chain or branched-chain alkyl group having 7 to 23 carbon atoms or an alkenyl group.
  • Q represents an alkylene group having 2 to 3 carbon atoms, and an alkylene group having 2 carbon atoms and an alkylene group having 3 carbon atoms may be mixed.
  • a, b. c a number greater than or equal to 0, and a + b + c is 1 to 50. ;
  • BB 2 , B 3 RCO group or H atom.
  • B 1 group, B 2 group, two of B 3 group is RC0 group, the other one ⁇ is H atom.
  • the R group has the above-mentioned meaning.
  • DD 2 .D 3 represents an RCO group.
  • the R group has the above-mentioned meaning
  • Quaternary ammonium salt represented by the following general formula (3-V). N- (CH 2 ) n C00 (Z0) m R '-X "(3-V)
  • R 1 represents a linear or branched alkyl or alkenyl group having 20 to 44 carbon atoms.
  • R 3. The same or different, and represents an alkyl group or a hydroxyalkyl group having 1 to 5 carbon atoms.
  • Z an alkylene group having 2 to 3 carbon atoms, wherein the alkylene group having 2 carbon atoms and the alkylene group having 3 carbon atoms may be mixed.
  • m represents a number from 0 to 20.
  • n Indicates the number from! to 6.
  • the mixing ratio of the compounds (3-1 I), (3--), (3-III) and (3-IV) is determined by the weight ratio.
  • [Compound (3-I)] [total weight of compounds (3-I), (3-II), (3-III) and (3-IV)] is 0.040-0.527, preferably [Compound (3-)] no [Compound (3-I), (3-II), (3-III) and (3-IV)
  • the total weight of the compound is 0.133 to 0.469, preferably 0.298 to 0.469, and [Compound (3- [])] [Compound (3-I) (3-II), (3-III) and ( (The total weight of 3-IV) is 0.013-0.661, preferably 0.154-0.661, and more preferably 0.173-0.661, and [compound (3-IV)] / [compound (3-I), (3--) ), (3-IU) and (3-IV) are 0.001 to 0.417, preferably 0.001 to 0.096, and
  • a + b + c is an average of 1 to 50, preferably 4 to 18 .
  • a + b + c is not more than 1 as an average value, a stable soft finish composition cannot be obtained, and when it is more than 50, the softening effect desired by the present invention cannot be obtained.
  • the HLB of the (3—A) component Griff in be 5-15, preferably 5.6-12. If the HLB is less than 5, a stable softening agent composition cannot be obtained, and if it is more than 15, a sufficient softening effect cannot be obtained.
  • Griffin's HLB is calculated by the following equation.
  • A Indicates the acid value (mg-KOH / g) of the fatty acid constituting the fatty acid ester of the polyhydric alcohol.
  • an alkyl group derived from palm oil fatty acid an alkyl group derived from palm kernel oil fatty acid, an alkyl group derived from palm oil fatty acid, or palm stearyl At least one selected from the group consisting of an alkyl group derived from an acid, an alkyl group derived from a hardened palm stearate, an alkyl group derived from a tallow fatty acid, and an alkyl group derived from a hardened tallow fatty acid.
  • At least one selected from the group consisting of an alkyl group derived from an alkyl group derived from a hardened tallow fatty acid, an alkyl group derived from a palm stearate, and an alkyl group derived from a hardened palm stearate is preferred.
  • the component (3-A) can be obtained, for example, by the following synthesis methods (3-i) to (3-iv).
  • Esterified with glycerin fatty acids, followed by ethylene oxide, Propylene oxide or both are added to obtain (3-A) component.
  • ethylene oxide and propylene oxide are added, either order may be added first and both may be added at the same time, but it is preferable to add ethylene oxide after adding propylene oxide.
  • the number of moles of propylene oxide added is preferably 3 mol or less based on the glycerin skeleton.
  • esterification conditions in this synthesis method (3-i) no catalyst may be used, but an acid catalyst such as sulfuric acid, hydrochloric acid, or paratoluenesulfonic acid may be used.
  • Fatty acids used in this case are, for example, cabric acid, lauric acid, myristic acid, palmitic acid, oleic acid, stearic acid, isostearic acid, arachidic acid, behenic acid, cashew oil, palm Fatty acids obtained from kernel oil, unhardened or hardened beef tallow, lard, balm oil, rapeseed oil, fish oil, balm stealine, hardened palm stealine, and the like can be mentioned, and these can be used alone or in combination.
  • coconut oil fatty acids, palm kernel oil fatty acids, palm oil fatty acids, unhardened or hardened tallow fatty acids, and unhardened or hardened balmstearic acid are used alone or in combination.
  • NaOH, K0H NaOCH, KOCH, or alkali metal salts of fatty acids, etc. are used as reaction catalysts, but the excess is sufficient to neutralize the acid catalyst used during esterification. It is preferable to add
  • Glycerin is transesterified with a fatty acid ester, and then alkylene oxide is added to obtain the (3-A) component.
  • Examples of the reaction catalyst include NaOH, K0H, NaOCH 3 , 0CH 3 and the like.
  • the fatty acid ester used in the present synthesis method (3-ii) include, for example, the methanol ester, ethanol ester, brononol ester, butanol ester, ethylene glycol ester of the fatty acid described in the synthesis method (3-i). Glycerin ester, erythritol ester, pentaerythritol ester, xylitol ester, sorbitol ester, sorbitan ester and the like are used.
  • the used catalyst may be used.
  • the kind and order of addition of the alkylene oxide are in accordance with the conditions described in the synthesis method (3-i).
  • Alkylene oxide is added to glycerin, followed by esterification with fatty acids to obtain the (3-A) component.
  • reaction conditions for alkylene oxide addition and esterification in the present synthesis method (3-iii) are the same as those described in the synthesis method (3-i).
  • Alkylene oxide is added to glycerin, followed by transesterification with a fatty acid ester to obtain the (3-A) component.
  • reaction conditions for alkylene oxide addition and transesterification in the synthesis method (3-iv) are the same as those described in the synthesis method (3-ii).
  • Examples of the fatty acid ester used for transesterification in the synthesis method (3-iv) include the following.
  • the (3-A) component examples include an alkylene oxide adduct of a mixture of glycerin with tallow fatty acid ester and glycerin, and a mixture of a mixture of partially cured tallow fatty acid ester of glycerin with glycerin.
  • Alkylene oxide adduct Alkylene oxide adduct, alkylene oxide adduct of a mixture of glycerin palm stearate ester and glycerin, alkylene oxide adduct of a mixture of hardened palm stearate ester of glycerin and glycerin, glycerin Alkylene oxide adduct of a mixture of lauric ester of glycerin and glycerin, alkylene oxide adduct of a mixture of palm kernel oil fatty acid ester of glycerin and glycerin, coconut oil fatty acid ester of glycerin and glycerin Mixture of alkylene oxide adducts, glycerin palm Alkylene O sulfoxide adduct of the mixture of fatty acid esters and glycerin and the like. Of these alkylene oxide adducts, ethylene oxide adducts are preferred.
  • the compound represented by the general formula (3-V) A quaternary ammonium salt represented by the following (hereinafter abbreviated as a quaternary ammonium salt (3 — V)) is used.
  • X- group show Kagei one group, as the anionic group, such as halogen anion group (C1-, ⁇ _ etc.), alkyl monkey sulfate anion group having 1 to 5 carbon atoms (CH 3 S0 4 -. C2H5SO4 -, C3H7 SO4 - , etc.) and the like.
  • Examples of the quaternary ammonium salt (3-V) used in the present invention are as follows.
  • the R 1 group is preferably an alkyl group or an alkenyl group having 28 to 44 carbon atoms in a straight chain or a branched chain. Preferably, it is a straight-chain or branched-chain alkyl group or alkenyl group having 36 to 44 carbon atoms.
  • quaternary ammonium salt (3-V) is a quaternary ammonium salt represented by the following general formula (3-V-1), 7CH3 ⁇ X "(3-V-1)
  • Examples of the quaternary ammonium salt corresponding to the quaternary ammonium salt represented by the single-branch type (3-V-1) include the following. CH 3 , Cl "
  • composition (3) of the present invention will be described.
  • the total amount of the (3-A) component and the (3-B) component, which are soft bases is 3 to 40% by weight, preferably 5 to 30% by weight, more preferably 5 to 25% by weight. It is. If the amount is less than 3% by weight, the desired softening effect of the present invention cannot be obtained. If the amount is more than 40% by weight, the viscosity of the composition increases, and disadvantages such as difficulty in getting out of the bottle arise. .
  • the composition (3—C) may further comprise a straight-chain or branched-chain carbon ⁇ 44 saturated or unsaturated alcohols can be included.
  • the amount of the component (3-C) is less than U0% by weight, preferably 1 to 100% by weight, based on the weight of the component (3-B).
  • Examples of the straight or branched chain saturated or unsaturated alcohol having 8 to 44 carbon atoms of the (3-C) component include the following.
  • the number of carbon atoms in a straight or branched chain is 8 ⁇ 36 saturated or unsaturated fatty acids ((3-D) component).
  • the amount of the component (3-D) in the composition of the present invention is 100% by weight or less, preferably 0.5 to 50% by weight, based on the weight of the component (3-B).
  • fatty acids of the (3-D) component used herein include stearic acid, amino acid, lumitic acid, myristic acid, lauric acid, cabric acid, cabrylic acid, oleic acid, isostearic acid, And fatty acids having an alkyl composition derived from natural fats and oils such as coconut oil, palm oil, tallow, rapeseed oil, and fish oil.
  • the composition (3) of the present invention contains a monohydric alcohol having 1 to 4 carbon atoms ((3-1E) component) in order to adjust the viscosity of the composition and to improve the storage stability (eg, prevention of gelling). You can do it.
  • the amount of the component (E) is not more than 60% by weight, preferably 5 to 50% by weight, and more preferably 10 to 45% by weight, based on the weight of the component (3-B).
  • Examples of the monohydric alcohol having 1 to 4 carbon atoms of the (3-E) component include methyl alcohol, ethyl alcohol, propyl alcohol, isopropropyl alcohol, and butyl alcohol.
  • composition (3) of the present invention contains, as a softener base, a known cation compound (quaternary ammonium salt, imidazolinium salt, etc.), an ester or an amide, or two or more of these. Mixtures can be formulated. As an example of these, a quaternary ammonium salt represented by the following single branch (3-XXVI) is exemplified.
  • R 11 is an alkyl or hydroxyalkyl group having 1 to 4 carbon atoms, EE 2.
  • E 3 is the same or different and is a hydrogen atom or R 12 C0— (where!? 12 is a straight or branched chain Represents an alkyl or alkenyl group having 7 to 35 carbon atoms). However, at least one of E ′, E 2 and E 3 is a group represented by R 12 C0— (where!? 12 is as defined above).
  • G-: represents an anionic group. :)
  • examples of G- include a halogen ion such as CI-.Br "and an alkyl sulfate group having 1 to 5 carbon atoms.
  • the concentration of the component (3—B) in the softener composition (3) of the present invention is as follows. At high concentrations, the composition tends to thicken on storage. In order to suppress the tendency to increase the viscosity, a compound having three or more active hydrogens is added with ethylene oxide and, if necessary, propylene oxide and / or trimethylene oxide to obtain a compound having a weight average molecular weight of 5,000 to 2,000. It is preferable to blend a polyether compound or a derivative thereof (component (3-F)) having a molecular weight of at least 55% by weight in the molecular weight.
  • Examples of the compound having 3% or more of active hydrogen as a starting material for obtaining the component (3-F) include the following.
  • polyhydric alcohols include trimethylol bronokun, diethanolamine, triethanolamine, glycerin, pentaerythritol, sorbitol, sucrose, polyglycerin, polyvinyl alcohol, and partially genated polyvinyl alcohol. Is done.
  • polyvalent phenols include phenolic resins and formalin condensates of alkylphenols.
  • the boriamin compound include ethylenediamine and polyethyleneimine such as ethylenetriamine, triethylenetetramine, tetraethylenepentamine, and pentaethylenehexamine.
  • partial amidated compounds and N-alkylated compounds which are derivatives of these polyamine compounds are also used as starting materials for obtaining the (3-F) component if three or more active hydrogens remain. obtain.
  • the (3-F) component can be produced by adding ethylene oxide and, if necessary, propylene oxide and Z or trimethylene oxide to a compound having three or more active hydrogens.
  • Can be As the (3-F) component particularly, an adduct of ethylene oxide alone, with a block of ethylene oxide and propylene oxide Additives, and partially block-like adducts of ethylene oxide and propylene oxide are preferred.
  • propylene oxide hereinafter abbreviated as PO
  • ethylene oxide hereinafter abbreviated as EO
  • EO ethylene oxide
  • the composition of the present invention (3) which has a high concentration of the (3-B) component, to suppress the tendency to viscous during storage. Preferred for.
  • the molecular weight of the (3—F) component is between 5,000 and 2,000,000, preferably between 10,000 and 100.000.
  • the proportion of the oxyethylene group (EO chain) in the molecule is at least 55% by weight of the total molecular weight, preferably at least 80% by weight.
  • the molecular weight of the (3-F) component is not more than 5,000, the effect of suppressing the viscosity tendency during storage of the soft finish composition is low, whereas if it exceeds 2,000.000, the soft finish composition The viscosity of the product increases significantly, causing inconveniences such as difficulty in taking it out of the bottle.
  • a cross-linked reaction product obtained by a reaction between the polyether compound and a compound having an isocyanate group, a sulfate of a terminal hydroxyl group of the polyether compound examples thereof include phosphorus oxides, carboxyalkylated compounds, fatty acid esterified compounds, and those obtained by cationizing some of the nitrogen atoms of the polyether compound.
  • fatty acid esterified products and cationized products are particularly preferable.
  • Fatty acids used in the production of fatty acid esterified products are preferably those having 7 to 23 carbon atoms, but the number of double bonds and the presence or absence of techniques do not significantly affect performance.
  • the cationized compound is obtained by cationizing a part of nitrogen atoms in a polyether compound with dialkyl sulfate or alkyl halide, or by neutralizing with acetic acid, alkylbenzene sulfonic acid, etc. after cationization. And cationized products.
  • the softener composition (3) of the present invention contains the component (3-F) in an amount of 0.5 to 5% by weight, preferably 1 to 3% by weight based on the total weight of the composition.
  • the weight ratio of the (3—F) component to the (3—B) component [(3—F) component] / [(3—B) component] is 1 Z100 to 1 Z2.5, preferably 1 50 to 15.
  • the total content of the component (3—B) and the component (3-F) in the component (3) is 4 to 45% by weight, preferably 11 to 39% by weight, and more preferably 14 to 45% by weight based on the total weight of the composition. ⁇ 32% by weight.
  • the softener composition (3) of the present invention exhibits the desired level of softness performance desired by the present invention. Viscous tendency is suppressed.
  • the composition (3) of the present invention may contain an inorganic powder such as NaCl, CaCl 2 , or MgCU for adjusting the viscosity of the composition.
  • the amount of the inorganic decomposed compound is 0 to 2% by weight, preferably 0.01 to 1% by weight in the composition.
  • the soft finish composition (3) of the present invention may further contain an acidic or alkaline substance for adjusting the pH of the composition.
  • the pH of the composition (3) of the present invention is in the range of 1.5 to 6.5.
  • the soft finish composition (3) of the present invention has a high stability even when stored for a long period of time, but furthermore, polyoxyethylene (5 to 50 moles) is required for stabilization under severe storage conditions. ) Alkyl or alkenyl
  • Nonionic surfactants such as (C 12 -C 2 ⁇ ) ether, boroxyethylene (5-50 mol) alkyl or alkenyl (C 12 -C 24 ) amine, ethylene glycol, propylene glycol
  • a hydrogel agent such as urea or urea may be added to the composition of the present invention.
  • composition (3) of the present invention contains a pigment or a dye for improving its appearance, a silicone for defoaming at the time of rinsing, and a fragrance for improving the taste at the time of use and after finishing. Can also be blended.
  • the balance of the softener composition (3) of the present invention excluding the above essential components and optional components is water.
  • composition (3) of the present invention An example of a method of converting the softener composition (3) of the present invention is described below, but the method of preparing the composition (3) of the present invention is not limited to this manufacturing method.
  • the softening agent composition (3) of the present invention imparts sufficient flexibility and excellent elasticity to various textiles, and has storage stability (to prevent gelling or thickening after storage, The post-soft finish base is not hydrolyzed) and the water absorption is extremely good.
  • R ° represents a linear or branched alkyl or alkenyl group having 7 to 23 carbon atoms.
  • M an alkylene group having 2 to 3 carbon atoms, wherein the alkylene group having 2 carbon atoms and the alkylene group having 3 carbon atoms may be mixed.
  • R 1 represents a linear or branched alkyl or alkenyl group having 20 to 44 carbon atoms.
  • R 3. The same or different, and represents an alkyl group or a hydroxyalkyl group having 1 to 5 carbon atoms.
  • Z an alkylene group having 2 to 3 carbon atoms, wherein the alkylene group having 2 carbon atoms and the alkylene group having 3 carbon atoms may be mixed.
  • m represents a number from 0 to 20.
  • n Indicates a number from 1 to 6.
  • X- represents a yion group.
  • the compound represented by the above general formula (4-1I) is used as the component (4-1A).
  • the alkyl groups derived from palm oil fatty acids, the alkyl groups derived from palm kernel oil fatty acids, and the palm oil fatty acids At least one selected from the group consisting of an alkyl group derived from palm stearic acid, an alkyl group derived from hardened palm stearic acid, an alkyl group derived from tallow fatty acid, and an alkyl group derived from hardened tallow fatty acid.
  • One type is exemplified.
  • (4-1A) component is exemplified below.
  • R 1 represents an alkyl group derived from tallow fatty acid.
  • R e — 2 represents an alkyl group derived from hardened tallow fatty acid.
  • R- 3 represents an alkyl group derived from palm stearate.
  • R ° _ 4 an alkyl group derived from hardened Pamusuteari phosphate. ] 0
  • R ° - 5 an alkyl group derived from coconut oil fatty acids.
  • R e - e an alkyl group derived from palm kernel oil fatty acids.
  • a soft finish base represented by the following one-branch type (4-1XIII-11) to (4-1-3) can be blended.
  • the blending amount of the soft finish base is 0 to 15% by weight in the composition.
  • R 6 , R 7 represents an alkyl group having 1 to 4 carbon atoms.
  • R 8 represents a straight-chain or branched-chain alkyl or alkenyl group having 7 to 23 carbon atoms.
  • R 9 is the number of carbon atoms
  • G- may be the same as described above, or may be different.
  • R 8 has the above meaning.
  • R 10 represents a linear or branched alkyl group or alkenyl group having 23 carbon atoms.
  • R 8 .10 Means as described above.
  • R 1 represents a linear or branched alkyl group or alkenyl group having 7 to 23 carbon atoms.
  • composition (4) of the present invention does not prevent the use of a conventionally known flexible base as long as the object of the present invention is not impaired.
  • G group Indicates the residue from which all alcoholic hydroxyl groups have been removed from the starting polyhydric alcohol.
  • G At the carbon atom to which the hydroxyl group removed from the starting polyhydric alcohol was bonded , G represents a group bonded to a group.
  • A represents an alkylene group having 2 to 4 carbon atoms
  • R group represents a linear or branched alkyl or alkenyl group having 7 to 23 carbon atoms
  • m and n each represent an alkylene oxide. Indicates the average number of moles added 0
  • n A's may be the same or different.
  • a method for producing a quaternary ammonium salt characterized by reacting in the presence of a polyhydric alcohol ester represented by the formula:
  • the polyvalent monomer represented by the general formula (5-II) used in the invention (5) is used in the invention (5).
  • the cholesterol ester at least one selected from the group consisting of the following (5-a), (5-b) and (5-c) is preferable.
  • Pentaerythritol 'fatty acid ester (provided that it is an ester having at least one hydroxyl group) and its alkylene oxide (however, an alkylene oxide having 2 to 3 carbon atoms) adduct.
  • Glycerin 'fatty acid ester (provided that it is an ester having at least one hydroxyl group) and an alkylene oxide thereof (which is an alkylene oxide having 2 to 3 carbon atoms).
  • sorbitan'fatty acid ester (provided that it is an ester having at least one hydroxyl group) and its alkylene oxide (provided that it is an alkylene oxide having 2 to 3 carbon atoms).
  • glycerin / fatty acid esters provided that they are esters having at least one hydroxyl group
  • their alkylene oxides provided that they have 2 carbon atoms
  • an alkylene oxide of 3 to 3 an alkylene oxide of 3 to 3
  • a reaction product of natural fats and oils, glycerin and alkylene oxide provided that the reaction molar ratio of fats and oils, glycerin and alkylene oxide is 1 : (0.1 to 5): (2 to 100) is preferable.
  • the polyhydric alcohol ester represented by the general formula (5-II) used in the invention (5) may be synthesized by, for example, the following known synthesis methods (5-i) to (5-vi). Can be. Synthesis method (5 — i)
  • G, R, p, q, r and s have the above-mentioned meanings.
  • r ', s' Indicates the number to add 0 (r '+ s') (p + q + r + s). ]
  • the synthesis method (5-i) is a method of esterifying a polyhydric alcohol with a fatty acid.
  • the molar ratio between the polyhydric alcohol and the fatty acid used is selected so that hydroxyl groups remain in the obtained polyhydric alcohol ester (5-II-11).
  • esterification conditions no catalyst may be used, but an acid catalyst such as sulfuric acid, hydrochloric acid, or paratoluenesulfonic acid may be used.
  • polyhydric alcohol examples include, for example, glycerin, erythritol, bentaerythritol, sorbitol, sorbitan and the like, and these may be used alone or as a mixture. Preferably it is glycerin.
  • fatty acids used in this case include, for example, cabric acid, lauric acid, myristic acid, palmitic acid, oleic acid, stearinic acid, isostearic acid, arachidic acid, and behenic acid.
  • Fatty oils obtained from unhardened or hardened mucus tallow, lard, etc.
  • palm oil, palm kernel oil, coconut oil, rapeseed oil, fish oil, etc. may be used alone or as a mixture.
  • it is a fatty acid derived from tallow, palm oil, palm kernel oil, and coconut oil.
  • R ′ represents a residue of a monohydric alcohol or a polyhydric alcohol from which a hydroxyl group has been removed.
  • the synthesis method (5-ii) is a method in which a polyhydric alcohol and a fatty acid ester undergo an ester exchange reaction.
  • NaOH, KOH, NaOCH, KOCH, etc. are used as a reaction catalyst.
  • fatty acid ester used in the present synthesis method (-ii).
  • methanol ester, ethanol ester, propanol ester, butanol ester, ethylene glycol ester, glycerin ester of the fatty acid described in the synthesis method (-i) Erythritol ester, pentaerythritol ester, xylitol ester, sorbitol ester, sorbitan ester, natural fats and oils and the like are used.
  • the use of oils and fats is preferable for industrial production, and specifically, beef tallow, balm oil, palm kernel oil, and coconut oil Synthesis method (5-iii)
  • the polyhydric alcohol ester obtained by the synthesis method (5-i) or (5-ii) is shown.
  • n' Indicates a number from 0 to 100, respectively, and m and n 'are not 0 at the same time.
  • a C 2-4 alkylene oxide is added to the polyhydric alcohol ester (5-II-11) obtained in the synthesis method (5-i) or (5-ii).
  • NaOH, KOH, NaOCH 3 .K0CH 3 or an alkali metal salt of a fatty acid or the like is used as a reaction catalyst.
  • R. R ' Means as described above.
  • Polyhydric alcohol ester (5-II-12) shows the polyhydric alcohol ester (5-II-12) obtained by the synthesis method (5-iii).
  • r ", s" Indicates a number that satisfies 0 (r '+ s' + r "+ s") ⁇ (p + q + r + s).
  • r'.s'.p, q, r, and s have the above-mentioned meanings.
  • This synthesis method (5—iv) is used in the polyhydric alcohol ester (5—U—2) obtained in the synthesis method (5—iii) and the synthesis method (5—i) or (5-1—ii). The fatty acids or their esters are reacted under the same conditions as described in the synthesis method (5-i) or (5-ii), respectively * L.
  • the molar ratio between the polyhydric alcohol and the fatty acid ester is selected so that the hydroxyl group remains in the obtained polyhydric alcohol ester (5-II-12). And multi-valued
  • the molar ratio of alcohol to alkylenoxide is (alkylenoxide)
  • Z (polyhydric alcohol) 1 Z1 to 100Z1 is preferred, and 5Z1 to 501 is more preferred.
  • the catalyst used in the present synthesis method may be the same as that used in the synthesis method (5-iii).
  • reaction conditions are the same as those described in the synthesis method (5-iii)
  • esterification with a fatty acid reaction conditions are Method (according to the conditions described in 5-i).
  • the synthesis method (5-iii) is preferred.
  • Examples of the polyhydric alcohol ester (5-II) obtained by the above synthesis methods (5-i) to (5-vi) include the following compounds, which may be used alone or as a mixture. .
  • R.A Means as described above.
  • the reactants of natural fats and oils, glycerin and alkylene oxide are preferably 1: (0.1 to 5) :( 2 to 100).
  • the reaction product of the natural fats and oils, glycerin and alkylene oxide is, for example, as follows: Manufactured. That is, it can be obtained by mixing natural fats and oils and glycerin, adding a basic catalyst, and gradually adding alkylene oxide to cause a reaction.
  • alkylene oxide ethylene oxide, propylene oxide, butylene oxide and the like, preferably ethylene oxide, propylene oxide, or a mixture thereof can be used.
  • the basic catalyst there can be used, for example, a hydroxide hydroxide, sodium hydroxide, and sodium methylate.
  • the reaction temperature is 100 to 200 '(preferably 140 to 170).
  • the reaction molar ratio of natural fats and oils, glycerin and alkylene oxide is 1
  • reaction mixtures may be those produced by the following method.
  • a fatty acid and glycerin corresponding to natural fats and oils may be mixed and then esterified first, followed by addition of an alkylene oxide. Further, after adding an alkylene oxide to glycerin, esterification may be performed with a fatty acid corresponding to a natural fat or oil.
  • the quaternary ammonium salt represented by the above general formula (5-I) produced in the invention (5) may be any one produced from the corresponding tertiary amine and a quaternizing agent. Anything is fine.
  • R 1 represents a straight-chain or branched-chain alkyl or alkenyl group having 20 to 44 carbon atoms.
  • R s represents a straight-chain alkyl group having 8 to 20 carbon atoms
  • Guerbet alcohol a group derived from an alcohol called Guerbet alcohol
  • the dimerization alcohol obtained by this Gerbe reaction is called Gerbe alcohol.
  • a straight-chain alkyl group having 12 to 16 carbon atoms is preferable, and a straight-chain alkyl group having 16 carbon atoms is particularly preferable.
  • R 2 , R 3 and R 4 are the same or different and represent an alkyl group or a hydroxyalkyl group having 1 to 5 carbon atoms, preferably a methyl group or an ethyl group And a hydroquinethyl group. More preferably, it is a methyl group.
  • A is a number from 1 to 6; Preferably 1.
  • ⁇ - represents an anion, preferably a halogen ion or an alkyl sulfate ion having 1 to 4 carbon atoms, more preferably C, Br ", CH8SO4-, particularly preferably C1-. .
  • the quaternary ammonium salt of the invention (5) represented by the above general formula (5-1) can be produced by the following method. That is, the polyhydric alcohol ester represented by the general formula (5-II) is added in an amount of 1 to 50% by weight, preferably 5 to 30% by weight based on the total weight of the reactants, and the corresponding tertiary amine and 4% are added. Reacts with ⁇ agent. If necessary, an alcoholic solvent such as isopropyl alcohol or ethanol may be added in an amount of not more than 20% by weight based on the total amount of the reaction product. However, any further addition is not preferred for the purpose of the present invention.
  • the reaction temperature is from 30 to 140, preferably from 50 to 100'C.
  • the tertiary amine corresponding to the quaternary ammonium salt represented by the above general formula (5-I) produced in the invention (5) includes a general formula:
  • R 2 and R 3 have the same meanings as described above, and ⁇ represents an alkyl group having 1 to 5 carbon atoms, a hydroxyalkyl group, or a compound represented by the formula-(CHz COOR 1 (R 1 and a have the same meanings as described above. Indicates a group represented by).
  • R 7 represents an alkyl group having 1 to 5 carbon atoms, a hydroquinine alkyl group, or a group represented by the formula-(CH.COOR ⁇ R 1 and a have the same meaning as described above.) And X represents a halogen or an alkyl sulfate having 1 to 4 carbon atoms.
  • the quaternary ammonium salts represented by the above general formula (5-1) produced by the reaction of the tertiary amine with the quaternizing agent include the following compounds.
  • the quaternary ammonium salt represented by the general formula (5-1) obtained by the method of the invention (5) can be used in a reaction mixture without purification as a softener base without purification. Both are excellent and are very useful as a softener base.
  • the reaction mixture obtained by the method of the invention (5) can be used as a softener base as it is, but a high alcohol, a higher fatty acid, and other viscosity modifiers for further improving flexibility and storage stability.
  • Additives such as lower alcohols, as well as known cationic activators, nonionic activators, inorganic salts, pH adjusters, hydrotrobes, fragrances, defoamers, pigments, etc. If emulsified, a softener composition can be prepared.
  • Invention (6) provides a method for producing a quaternary ammonium salt represented by the general formula (6-1) by reacting a corresponding tertiary amine with a quaternizing agent, General formula (6 — 1
  • R 5 represents a linear or branched alkyl group or alkenyl group having 7 to 35 carbon atoms
  • a 1 and A 2 are the same or different and represent an alkylene group having 2 to 4 carbon atoms
  • n and m represent the number-average number of moles of alkylene oxide added, and are the same or different and represent a number such that n + m is 0 to 4.Note that even if n A 1 and m A 2 are the same, May be different.
  • a method for producing a quaternary ammonium salt characterized by reacting in the presence of a compound represented by the formula:
  • a compound in which the R 5 C0- group is a fatty acid residue derived from natural fats and oils and n and m are 0 is particularly preferable. .
  • the compound represented by the general formula (6-II) used in the invention (6) is produced, for example, as follows.
  • the compound represented by the general formula (6-II) includes glycerin by-produced or an alkylene oxide adduct thereof, but is used without purification. It can be used in the present invention.
  • the lower alcohol esters of fatty acids include methyl or ethyl esters of fatty acids having 8 to 36 carbon atoms, such as octanoic acid, lauric acid, myristic acid, palmitic acid, stearic acid, and oleic acid. It is a methyl or ethyl ester of a fatty acid having 12 to 18 carbon atoms.
  • alkylene oxide ethylene oxide, propylene oxide, butylene oxide and the like, or a mixture thereof can be used, and ethylene oxide is preferably used. When a mixture of alkylenoxides is used, they can be reacted simultaneously or separately.
  • the basic catalyst there can be used, for example, a hydroxide hydroxide, sodium hydroxide, and sodium methylate.
  • the amidation reaction temperature of the lower alcohol ester of natural fats and oils or fatty acids with diethanolamine is 60 to 200'C, preferably 80 to 150, and the temperature of the alkylene oxide addition reaction is 100. ⁇ 200, preferably 140 ⁇ 170'C.
  • the reaction ratio of the lower alcohol ester of natural fats and oils or fatty acids to the ethanolamine is preferably 0.8 to 1.2 moles of diethanolamine per mole of the ester group of the natural alcohol or fatty acid lower alcohol ester. Or 0.9 to 1.1 moles.
  • the number of added moles of the alkylene oxide is 0 to 4 moles, preferably 0 to 3 moles, per mole of diethanolamide.
  • the quaternary ammonium salt represented by the above general formula (6-I) produced in the invention (6) includes a corresponding tertiary amine and a quaternizing agent. Any material may be used as long as it is manufactured from.
  • R 1 represents a straight-chain or branched-chain alkyl or alkenyl group having 20 to 44 carbon atoms.
  • R 6 represents a straight-chain alkyl group having 8 to 20 carbon atoms
  • R 6 represents a straight-chain alkyl group having 8 to 20 carbon atoms
  • the dimerization alcohol obtained by this Gerbe reaction is called Gerbe alcohol.
  • R 6 is preferably a straight-chain alkyl group having 12 to 16 carbon atoms, and particularly preferably a straight-chain alkyl group having 16 carbon atoms.
  • R 2 , R 3 and R 4 are the same or different and represent an alkyl group or a hydroxyalkyl group having 1 to 5 carbon atoms, preferably a methyl group or an ethyl group. And a hydroxyxyl group. Change Preferably, it is a methyl group.
  • A is a number from 1 to 6, preferably 1.
  • ⁇ - is represents an anion, it is favored properly a Arukirusarufuwe one Toion of Harogeni O emissions or 1 to 4 carbon atoms, more preferably CI-, Br ", a CH 3 S0, particularly preferred properly is (; in Yes 0
  • the quaternary ammonium salt represented by the above general formula (6-1) of the present invention can be produced by the following method. That is, the compound represented by the general formula (6-U) is added in an amount of 1 to 50% by weight, preferably 5 to 30% by weight based on the total weight of the reactants, and the corresponding tertiary amine and quaternary are added. React with chemical agents. If necessary, an alcohol-based solvent such as isopropyl alcohol or ethanol may be added in an amount of 20% by weight or less based on the total amount of the reactants. However, the addition of more than 20% is not preferred for the purpose of the present invention. The reaction is carried out at a temperature of 30 to 140'C, preferably 50 to 100.
  • the tertiary amine corresponding to the quaternary ammonium represented by the above general formula (6-I) produced in the invention (6) includes a general formula (6-1-III)
  • R 2 and R 3 have the same meanings as described above, and R 7 is an alkyl group having 1 to 5 carbon atoms, a hydroxyalkyl group, or-(CHi COOR 1 (R 1 and a are the same as the above. Indicates a group represented by).
  • R 8 represents an alkyl group having 1 to 5 carbon atoms, a hydroxyalkyl group, or a group represented by the formula-(CH iCOOR ⁇ R 1 and a have the same meaning as described above.)
  • X represents a halogen or an alkyl sulfate having 1 to 4 carbon atoms.
  • thermometer a thermometer, black hole St acid 34 g
  • 2-year old corruptible dodecyl alcohol 90 g 2-year old corruptible dodecyl alcohol 90 g.
  • excess chloroacetic acid was removed by washing with water to obtain 110 g of a clovic St acid ester.
  • 64 g of a 50% aqueous solution of dimethylamine and 100 g of water were added, and the mixture was heated to 55, and reacted at the same temperature for 10 hours. After the reaction, excess dimethylamine was removed by washing with water to obtain 113 g of glycine ester.
  • Example 11 The quaternary ammonium salts obtained in Examples 11 to 11 and Synthesis Examples 11 to 11 are summarized in Table 11-11.
  • Quaternary ammonium salt (111) ((1-8) component) shown in Table 11-1, higher alcohol ((11B) component) shown in Table 11-2, fatty acid shown in Table 13 ((1-1C) component), lower alcohol ((1-1D) component), polyalkylene oxide compounds ((1-1E) component) shown in Table 14-1, etc. are shown in Tables 1-5 and Table 1-1.
  • R 23 and!? 33 represent an alkyl group having a composition obtained by substituting the carboxyl group of the hardened tallow fatty acid with a methylene group.
  • R 2 ⁇ and R 2 represent an alkyl group having a composition obtained by removing the carboxyl group of the hardened tallow fatty acid.
  • the cloth treated in the above manner was air-dried at room temperature, and then left for 24 hours in a constant temperature and humidity room at 60% RH for 24 hours. These fabrics were evaluated for flexibility and elasticity. Evaluation of flexibility and elasticity A paired comparison was made using a cloth treated with 10 cc of a soft finish consisting of 15% by weight of dimethylammonium chloride as a control. The evaluation is expressed as follows.
  • the liquid soft finish composition of the invention (1) showed almost no change in appearance and fluidity over time and good storage stability. . Flexibility, elasticity and water absorption were also equal to or better than the control.
  • Example 2-1
  • the resulting soft finish composition was subjected to the following methods for storage stability, flexibility, and elasticity. The results are shown in Table 2-7 and Table 2-8.
  • R 23 and R 33 represents an alkyl group composition obtained by replacing the carboxyl group of hardened tallow fatty acid in a methylene group.
  • R 24 and R 3 ⁇ each represent an alkyl group having a composition obtained by removing the carboxyl group of the hardened tallow fatty acid.
  • the cloth treated in the above manner was air-dried at room temperature, left for 25 hours in a constant temperature and humidity room at 60% RH for 25 hours. These fabrics were evaluated for flexibility and elasticity. Evaluation of flexibility and elasticity A paired comparison was made using a cloth treated with 10 cc of a soft finish consisting of 15% by weight of didimethylammonium chloride as a control. The evaluation is expressed as follows.
  • the cloth treated in the same manner as in the evaluation method of flexibility and elasticity was allowed to stand for 25 hours in a constant temperature and humidity room at 65% RH for 25 hours. Of these, cotton towels were used for water absorption evaluation.
  • Example 3 1 to 3-41, Comparative Example 3-1 to 3-16 (3-A) component shown in Tables 3-2 and 3-3, (3-B) shown in Table 3-1 Ingredients, (3-C) components shown in Table 3-4, (3-D) components shown in Table 3-5, (3-E) components shown in Table 3-6, (3-C) components shown in Table 3-7 Using the F) component and the surfactants (3-X) and (3-Y) shown below, liquid soft finish compositions having the compositions shown in Tables 3-8 to 3-13 were prepared.
  • Surfactant (3-X) polyoxyethylene (20 moles) lauryl ether
  • Surfactant (3-Y) polyoxyethylene (20 moles) stearylamine
  • R 23 and!? 33 represent an alkyl group having a composition obtained by converting the carboxy group of the hardened tallow fatty acid into a methylene group.
  • R 2 ⁇ and R 3 ⁇ represent the carboxyl group of the hardened tallow fatty acid. Represents an alkyl group obtained by excluding.) Table 3-2
  • 3-A-8 (2: 1: 1: 10) molar ratio 0.167 / 0.444 / 0.370 / 0.019 9.78

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Abstract

La présente invention concerne un premier sel d'ammonium quaternaire (7-I-2), une composition pour adoucissant liquide à base d'un deuxième sel d'ammonium quaternaire (7-I). Cette composition, qui fait preuve de qualités satisfaisantes de stabilité au stockage et de pouvoir d'absorption de l'eau, ainsi que d'une excellente biodégradabilité, ne crée aucun dommage pour l'environnement. L'invention concerne également un deuxième sel d'ammonium quaternaire (7-I). La composition pour adoucissant contient 3 à 40 % en poids du deuxième sel d'ammonium quaternaire (7-I) représenté par la formule générale (7-I). Dans cette formule générale (7-I), R1 représente un alkyle ou alcényle en C¿20?-C44, R?2, R3 et R4¿ représentent chacun un alkyle ou hydroxyalkyle en C¿1?-C5, Y représente un alkylène en C2-C4, m est un nombre valant de 0 à 20, n est un entier valant de 1 à 6, et X?-¿ représente un groupe anionique. Le premier sel (7-I-2) est un composé représenté par la formule générale (7-I) dans laquelle R?1 est R1-2¿ (un groupe alkyle ou alcényle en C¿36?-C44).
PCT/JP1995/001498 1994-07-27 1995-07-27 Composition pour adoucissant liquide et sel d'ammonium quaternaire WO1996003370A1 (fr)

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EP95926513A EP0721936B1 (fr) 1994-07-27 1995-07-27 Composition pour adoucissant liquide et sel d'ammonium quaternaire
US08/619,644 US5851982A (en) 1994-07-27 1995-07-27 Liquid softener compositions and quaternary ammonium salt
DE69528883T DE69528883T2 (de) 1994-07-27 1995-07-27 Flüssige weichmacher und quaternäre ammoniumsalze

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JP02819695A JP3502684B2 (ja) 1995-02-16 1995-02-16 液体柔軟仕上剤組成物及び新規第４級アンモニウム塩

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US20130129785A1 (en) * 2010-05-10 2013-05-23 Alnylam Pharmaceuticals, Inc Methods and compositions for delivery of active agents
JP2015502328A (ja) * 2011-09-27 2015-01-22 アルニラム・ファーマシューティカルズ・インコーポレーテッド ジ脂肪族置換ｐｅｇ化脂質
US11787967B2 (en) 2020-07-13 2023-10-17 Advansix Resins & Chemicals Llc Branched amino acid surfactants for inks, paints, and adhesives
US11857515B2 (en) 2020-07-13 2024-01-02 Advansix Resins & Chemicals Llc Branched amino acid surfactants for use in healthcare products
US11897834B2 (en) 2020-07-09 2024-02-13 Advansix Resins & Chemicals Llc Branched amino acid surfactants
US12042541B2 (en) 2008-11-10 2024-07-23 Arbutus Biopharma Corporation Lipids and compositions for the delivery of therapeutics
US12071588B2 (en) 2020-07-13 2024-08-27 Advansix Resins & Chemicals Llc Branched amino acid surfactants for oil and gas production
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US9993408B2 (en) 2015-09-17 2018-06-12 Johnson & Johnson Consumer Inc. Compositions comprising zwitterionic alkyl-alkanoylamides and/or alkyl alkanoates
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BR112023000635A2 (pt) * 2020-07-13 2023-02-07 Advansix Resins & Chemicals Llc Tensoativos de aminoácido ramificados para produtos agrícolas
EP3939969A1 (fr) 2020-07-17 2022-01-19 Rhodia Operations Nouveaux composés d'époxyde utiles dans la preparation de nouveaux composés d'ammonium quaternaire
EP3939956A1 (fr) 2020-07-17 2022-01-19 Rhodia Operations Nouveaux diols et nouveaux composés d'ammonium quaternaire
EP3950663A1 (fr) 2020-08-03 2022-02-09 Rhodia Operations Nouveau procédé permettant d'obtenir des composés de diester utiles pour la fabrication de nouveaux composés d'ammonium quaternaire
EP3950662A1 (fr) 2020-08-07 2022-02-09 Rhodia Operations Procédé permettant d'obtenir des composés d'ammonium quaternaire
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WO1997031889A1 (fr) * 1996-02-27 1997-09-04 The Procter & Gamble Company Composes cationiques detergents
US12042541B2 (en) 2008-11-10 2024-07-23 Arbutus Biopharma Corporation Lipids and compositions for the delivery of therapeutics
US20130129785A1 (en) * 2010-05-10 2013-05-23 Alnylam Pharmaceuticals, Inc Methods and compositions for delivery of active agents
US9254327B2 (en) * 2010-05-10 2016-02-09 Alnylam Pharmaceuticals, Inc. Methods and compositions for delivery of active agents
JP2015502328A (ja) * 2011-09-27 2015-01-22 アルニラム・ファーマシューティカルズ・インコーポレーテッド ジ脂肪族置換ｐｅｇ化脂質
JP2017226853A (ja) * 2011-09-27 2017-12-28 アルニラム・ファーマシューティカルズ・インコーポレーテッド ジ脂肪族置換ｐｅｇ化脂質
US11897834B2 (en) 2020-07-09 2024-02-13 Advansix Resins & Chemicals Llc Branched amino acid surfactants
US11787967B2 (en) 2020-07-13 2023-10-17 Advansix Resins & Chemicals Llc Branched amino acid surfactants for inks, paints, and adhesives
US11857515B2 (en) 2020-07-13 2024-01-02 Advansix Resins & Chemicals Llc Branched amino acid surfactants for use in healthcare products
US12071588B2 (en) 2020-07-13 2024-08-27 Advansix Resins & Chemicals Llc Branched amino acid surfactants for oil and gas production
US12071578B2 (en) 2020-07-13 2024-08-27 Advansix Resins & Chemicals Llc Branched amino acid surfactants for electronics products

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DE69528883D1 (de) 2003-01-02
DE69528883T2 (de) 2003-09-18
EP0721936A1 (fr) 1996-07-17
EP0721936B1 (fr) 2002-11-20
ES2187564T3 (es) 2003-06-16
EP0721936A4 (fr) 1999-09-01
US5851982A (en) 1998-12-22

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